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About This Item
Empirical Formula (Hill Notation):
C18H35NO3
CAS Number:
Molecular Weight:
313.48
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Quality Level
Assay
≥98% (HPLC)
form
solid
color
white to off-white
solubility
DMSO: >10 mg/mL
storage temp.
2-8°C
SMILES string
O=C(CCCCCCCCCCCCCCC)NCC(O)=O
InChI
1S/C18H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h2-16H2,1H3,(H,19,20)(H,21,22)
InChI key
KVTFEOAKFFQCCX-UHFFFAOYSA-N
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Biochem/physiol Actions
PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production.
PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production. PalGly inhibits heat-evoked firing of wide dynamic range (WDR) neurons, activates calcium influx in DRG cells and stimulates NO production. Preliminary studies suggest its signaling mechanism involves GPCR-mediated cation channel activation and a Gαi/o-coupled signaling pathway, which is being further investigated.
Features and Benefits
This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A Vamvakidès
Bollettino chimico farmaceutico, 134(5), 258-262 (1995-05-01)
N-palmitoyl glycine (PG), synthesized by the mixed anhydrides method, displayed nootropic effects (in the "step-down" test) as well as an anti-immobility action in the forced swimming test, in mice. However no anticonvulsant effects were obtained, even at high dose (300
Kristen A Jeffries et al.
Journal of lipid research, 57(5), 781-790 (2016-03-27)
Long-chain fatty acid amides are signaling lipids found in mammals and other organisms; however, details of the metabolic pathways for the N-acylglycines and primary fatty acid amides (PFAMs) have remained elusive. Heavy-labeled precursor and subtraction lipidomic experiments in mouse neuroblastoma
Krishna Pratap Ravindranathan et al.
Journal of the American Chemical Society, 128(17), 5786-5791 (2006-04-28)
UV-vis absorbance measurements and associated studies of cytochrome P450 BM-3 in complex with N-palmitoylglycine (NPG) indicate that a conformational change occurs in the active site of the complex where the terminal atoms of the ligand move from a site distant
Chia-Shan Wu et al.
PloS one, 8(4), e60314-e60314 (2013-04-09)
The G-protein coupled receptor 55 (GPR55) is activated by lysophosphatidylinositols and some cannabinoids. Recent studies found prominent roles for GPR55 in neuropathic/inflammatory pain, cancer and bone physiology. However, little is known about the role of GPR55 in CNS development and
Massimo Maffei et al.
Plant physiology, 134(4), 1752-1762 (2004-03-31)
Membrane potentials (V(m)) and intracellular calcium variations were studied in Lima bean (Phaseolus lunatus) leaves when the Mediterranean climbing cutworm (Spodoptera littoralis) was attacking the plants. In addition to the effect of the feeding insect the impact of several N-acyl
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